HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]ethyl}-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester | HCID 67774263 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]ethyl}-amine | HCID 67775155 | 94.4% |
Reaction Steps
Methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester (300 mg, 0.759 mmol, 1 eq) was dissolved in dry DCM (3 ml) under argon atmosphere and TFA (290.6 μl, 5 eq) was added. Reaction mixture was stirred for overnight. In the reaction mixture was added more DCM (15 ml) and was extracted with saturated NaHCO3 (3×15 ml) and brine. Organic layer was dried over anhydrous Na2SO4, filtered and evaporated to give a product methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]-ethyl}-amine (211.5 mg, yield=82.1%, purity=87%). [M+H]+=296.31 1H NMR (300 MHz; CDCl3) δ/ppm 2.44 (s, 3H), 2.74-2.89 (m, 4H), 6.90-6.98 (m, 2H), 7.09-7.22 (m, 4H), 7.27-7.33 (m, 1H), 7.35-7.45 (m, 1H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174968B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-fd11b2511e244defbdbbd3797d62c81b |
| Source note | uspto-grants-2015_11 |